Brown Pocket Square Dressy Warm Weather Outfits After 50

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Clear Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Navy Waistcoat Navy Plaid Blazer Black Leather Watch Black Studded Leather Belt White Chinos Dark Brown Leather Double Monks

On days when comfort is everything, this combo of a navy plaid blazer and a brown pocket square is always a winner. For something more on the classier end to finish off your getup, add dark brown leather double monks to the mix. Perfect if you're looking for some incredibly inspiring style for older guys.

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Gold Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Dark Brown Polka Dot Tie Grey Leather Watch Beige Waistcoat Black Leather Belt Beige Vertical Striped Blazer Navy Chinos Dark Brown Leather Double Monks

For a relaxed outfit without the need to sacrifice on practicality, we turn to this combo of a beige vertical striped blazer and a brown pocket square. If you want to effortlessly dial up your ensemble with one single item, why not complement your ensemble with a pair of dark brown leather double monks? And if we're talking dressing ideas for 50-year-old men, this combo is a good look on almost anyone.

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Clear Sunglasses White Dress Shirt Dark Brown Pocket Square Dark Brown Knit Tie White Plaid Blazer Dark Brown Suede Belt Charcoal Dress Pants Black Socks Brown Leather Double Monks

For a cool and relaxed look, consider wearing a white plaid blazer and a brown pocket square — these pieces play perfectly well together. Serve a little mix-and-match magic by rocking a pair of brown leather double monks. This combo is your answer to the question of how to dress as you move into your 50s.

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Grey Wool Hat Clear Sunglasses White and Navy Vertical Striped Dress Shirt Dark Brown Print Pocket Square Navy Tie Grey Plaid Three Piece Suit Black Socks Black Leather Derby Shoes

Extremely stylish, this relaxed casual combo of a grey plaid three piece suit and a brown pocket square provides with excellent styling opportunities. For something more on the classy end to round off your look, add black leather derby shoes to this getup. This one is a stylish and age-appropriate outfit for a gent over 50.

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Olive Wool Hat Clear Sunglasses Light Blue Chambray Dress Shirt Dark Brown Polka Dot Pocket Square Orange Print Tie Tan Waistcoat Tan Houndstooth Blazer Beige Dress Pants Dark Brown Socks Tobacco Leather Tassel Loafers

This pairing of a tan houndstooth blazer and a brown pocket square is stylish and yet it's laid-back enough and ready for anything. If you wish to easily smarten up your ensemble with a pair of shoes, why not complete this ensemble with tobacco leather tassel loafers? This combo proves that as a guy in his 50s, you still have a wide range of dressing options.